What is the best way to travel from Chicago to Mississauga, ON?
Looking for a trip? Compare all the available Flights and Buses for the journey to Mississauga, ON from Chicago. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Mississauga, ON from Chicago?
You can get to Mississauga, ON with just $43 by taking a Bus from Greyhound US, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 12h 25m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/20/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $58 per person are available. Travel duration is 18h 5m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/20/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/20/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 18h 5m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 1h 42m
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United Airlines1h 39m09:20 PMChicago Midway AirportChicago Midway Airport11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 11:59:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 39m
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Skyscanner1h 36m07:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:31 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 7:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 10:31:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 36m
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Air Canada1h 43m02:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 4:43:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 43m
Cheapest Buses Monday
Cheapest Flights Monday
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/21/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 12h 25m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/21/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/21/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 5m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 1h 42m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m04:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:58 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 4:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 6:58:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 43m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 11:49:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 44m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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JetBlue Airways1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from JetBlue Airways goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $111 per person are available. Travel duration is 1h 42m
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Spirit Airlines17h 50m07:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 7:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 17h 50m
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Frontier Airlines23h 38m01:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 1:27:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 38m
Cheapest Flights Wednesday
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FlixBus28h 30m011:50 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/23/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $67 per person are available. Travel duration is 28h 30m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 1h 42m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 1h 42m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 12h 25m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/24/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $78 per person are available. Travel duration is 18h 5m
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FlixBus28h 30m011:50 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 28h 30m
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Air Transat1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 1h 42m
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Spirit Airlines26h 56m012:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 12:47:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 4:43:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 26h 56m
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Westjet Airlines3h 18m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 11:18:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 3h 18m
Cheapest Buses Friday
Cheapest Flights Friday
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $64 per person are available. Travel duration is 12h 25m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/25/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 18h 5m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/25/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 18h 5m
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Greyhound US15h 0m01:20 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/25/2026 1:20:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 15h 0m
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CargoLogicAir1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Frontier Airlines4h 50m07:30 AMChicago Midway AirportChicago Midway Airport1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:20:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 4h 50m
Cheapest Buses Saturday
Cheapest Flights Saturday
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/26/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 12h 25m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/26/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $63 per person are available. Travel duration is 18h 5m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/26/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/26/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 18h 5m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Frontier Airlines25h 55m07:30 AMChicago Midway AirportChicago Midway Airport10:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/26/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/27/2026 10:25:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 25h 55m
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Skyscanner1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 10:53:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 1h 47m
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CargoLogicAir1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/26/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 6:47:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Porter Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 10:53:00 AM. 50 Economy ticket for $192 per person are available. Travel duration is 1h 47m
Cheapest Buses Sunday
Cheapest Flights Sunday
What are the fastest trips from Chicago to Mississauga, ON?
You can get to Mississauga, ON from Chicago in just 1h 36m with a Flight from Skyscanner. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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Skyscanner1h 36m07:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:31 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 7:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 10:31:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 36m
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United Airlines1h 39m09:20 PMChicago Midway AirportChicago Midway Airport11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 11:59:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 39m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m02:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 4:43:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 43m
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 12h 25m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/20/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/20/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $58 per person are available. Travel duration is 18h 5m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/20/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/21/2026 5:20:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 18h 5m
Fastest Flights Monday
Fastest Buses Monday
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 1h 42m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m04:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:58 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 4:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 6:58:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 43m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 11:49:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 44m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/21/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 12h 25m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/21/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/21/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/22/2026 5:20:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 5m
Fastest Flights Tuesday
Fastest Buses Tuesday
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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JetBlue Airways1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from JetBlue Airways goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $111 per person are available. Travel duration is 1h 42m
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Spirit Airlines17h 50m07:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 7:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 17h 50m
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Frontier Airlines23h 38m01:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 1:27:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 38m
Fastest Flights Wednesday
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 1h 42m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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FlixBus28h 30m011:50 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/23/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $67 per person are available. Travel duration is 28h 30m
Fastest Flights Thursday
Fastest Buses Thursday
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Westjet Airlines3h 18m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 11:18:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 3h 18m
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Spirit Airlines26h 56m012:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 12:47:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 4:43:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 26h 56m
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 12h 25m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/24/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/25/2026 5:20:00 AM. 50 Economy ticket for $78 per person are available. Travel duration is 18h 5m
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FlixBus28h 30m011:50 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 28h 30m
Fastest Flights Friday
Fastest Buses Friday
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CargoLogicAir1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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Frontier Airlines4h 50m07:30 AMChicago Midway AirportChicago Midway Airport1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:20:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 4h 50m
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $64 per person are available. Travel duration is 12h 25m
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Greyhound US15h 0m01:20 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/25/2026 1:20:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 15h 0m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/25/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 18h 5m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/25/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/26/2026 5:20:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 18h 5m
Fastest Flights Saturday
Fastest Buses Saturday
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CargoLogicAir1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/26/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 6:47:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 1h 42m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Skyscanner1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 10:53:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 1h 47m
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Porter Airlines1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Porter Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/26/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 10:53:00 AM. 50 Economy ticket for $192 per person are available. Travel duration is 1h 47m
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Frontier Airlines25h 55m07:30 AMChicago Midway AirportChicago Midway Airport10:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/26/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/27/2026 10:25:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 25h 55m
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Greyhound US12h 25m03:55 PMChicagoDowntown Bus Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/26/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 12h 25m
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Greyhound US14h 35m01:45 PMChicago95th Red Line Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/26/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 14h 35m
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Greyhound US18h 5m010:15 AMChicagoCanal & Van Buren5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/26/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $63 per person are available. Travel duration is 18h 5m
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Greyhound US18h 5m010:15 AMChicagoUnion Station5:20 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/26/2026 10:15:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 4/27/2026 5:20:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 18h 5m
Fastest Flights Sunday
Fastest Buses Sunday
Here you will find all operators and timetables for a
Bus from Chicago to Mississauga, ON
What are the most popular stations in Chicago and Mississauga, ON?
In Chicago, you will usually depart from California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, while in Mississauga, ON you will be arriving at City Centre Dr / Duke of York Blvd, Winston Churchill Bus Station or Mavis Rd At Cantay Rd Bus Stop, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Mississauga, ON from Chicago? With 8 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Chicago and Mississauga, ON, you can pay as low as $43 with a Bus from Greyhound US.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from Skyscanner: you will get to Mississauga, ON in just 1h 36m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Chicago and Mississauga, ON are Greyhound US, Porter Airlines and CargoLogicAir, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Chicago and Mississauga, ON is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Cicero, IL or to Pearson Toronto Airport, and look at flights from Chicago Midway Airport, and landing at Pearson Toronto Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Chicago to Mississauga, ON?
The most popular companies between Chicago and Mississauga, ON, are Greyhound US, Porter Airlines and CargoLogicAir. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Porter Airlines, CargoLogicAir, United Airlines and 7 more.
All you need to know when you travel from Chicago to Mississauga, ON
Check all information on comfort and services on all modes of transports from Chicago to Mississauga, ON. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Chicago to Mississauga, ON
How can I reach Mississauga, ON from Chicago?
Every day, there are on average 8 connections between Flight and Bus, with which you can get to Mississauga, ON from Chicago.
How far is Mississauga, ON from Chicago?
The distance between Chicago and Mississauga, ON is 422.6 miles.
What is the most ecofriendly mode of transport between Chicago and Mississauga, ON?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 18 kgs of CO2, a train 24 kgs, a car 116 kgs, and a flight 167 kgs.
What is the cheapest mode of transport from Chicago to Mississauga, ON?
You can get to Mississauga, ON with just $43 by taking a Bus from Greyhound US.
What is the fastest way to get from Chicago to Mississauga, ON?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Mississauga, ON in just 1h 36m with a Flight from Skyscanner.
More routes to Chicago and to Mississauga, ON
Looking for more options? Here you can see the most popular routes to Chicago and to Mississauga, ON. Simply click on a connection, and you’ll find all the details about the route!
